Vacation Rentals & House Rentals in Key West

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2,124 house rentals

Beautiful and Spacious Orlando Pool Home

Davenport house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

“Awesome Place to Stay!” Stayed there for a week and had an absolute ball. Villa is extremely clean and exactly as pictured on the website. We had so much fun in the pool we forgot the Villa had a pool table! Definitely booking this one again next vacation!

Match: Games room Private indoor pool

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Price per night from

$138

New Luxury Villa Europa with Pool Theater /10 min to Disney

Kissimmee house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Games room Private indoor pool

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Price per night from

$345

⭐Deluxe Villa+Private Pool+Hot Tub+Theatre Room+Pool with Waterslides⭐

ChampionsGate villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 18

Match: Games room Private indoor pool

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Price per night from

$403

Disney 5 minutes - 2 King Mstr, Pool, H Tub, Games

Reunion house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

“Family Vacation” Very clean place to rent in safe location, will rent again. The communications with the owners could have been better. The place is about 5 miles from Disney locations. Not all amenities were available to us that were stated in the description, no iron.

Match: Games room Private indoor pool

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Price per night from

$213

DISNEY DREAM LUXURY HOME PRIVATE WATERPARK POOL SPA

Kissimmee house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

“Perfect- it was better than what we had imagined.” The communication with the owner was what really surprised me. He was very responsive to all of my questions prior to our arrival. The house was very clean and in a great location. We were 15 minutes from Magic Kingdom and had many stores around the location of the house. I would not doubt to referred this home to anyone looking to spend a weekend in Orlando. We will definitely visit again!

Match: Games room Private indoor pool

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Price per night from

$459

THE HAVEN IN EMERALD ISLAND RESORT

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 25 minutes

Match: Games room Private indoor pool

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Price per night from

$173

The Haven Emerald Island close to Disney Parks

Emerald Island house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 13 minutes

Match: Games room Private indoor pool

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Price per night from

$173

SPACIOUS AND CLEAN DISNEY RENTAL VILLA IN FLORIDA

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Games room Private indoor pool

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Price per night from

$96

Lovely house near Theme parks - Kissimmee

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Games room Private indoor pool

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Price per night from

$182

8164 Windsor Palms Resort

Kissimmee house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Games room Private indoor pool

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Price per night from

$150

VILLA MAGIC LAKE VIEW CLOSE DISNEY

Reunion villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 19

Match: Games room Private indoor pool

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Price per night from

$287

“Started Rocky But Ended Great!” Booking this villa was easy and the owner was pretty friendly. We ran into a few issues the day of arrival a case of mistaken identity. Called the owner to see of we could check in early and she told me the reservation was canceled. I was devastated, but I knew it had to be a mistake. After about 30 Minutes of showing proof it was determined she had me confused with another guest. She apologized and we checked in successfully. The house was great, clean, and comfortable. It took about a day for the pool heat to function properly but after that the pool and jacuzzi were great. Oh and the washing machine did not work properly. Overall After day 1 Jennifer and Kevin were so accommodating and nice. My family and I really enjoyed staying in this property and it is really close to the disney parks!!!! We would definitely stay again!!!

Match: Games room Private indoor pool

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Price per night from

$230

Luxury 5bd home w/private pool*BBQ* close to parks

Four Corners townhouse

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

Match: Games room Private indoor pool

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Price per night from

$344

5 star Villa 12 min to Disney World with heated Pool

Kissimmee house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Games room Private indoor pool

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Price per night from

$184

Townhome with heated pool near Disney & Orlando Attractions

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Games room Private indoor pool

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Price per night from

$317

A MEMORABLE PLACE TO BREAK THE ROUTINE NEAR DISNEY

Kissimmee house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 11

Responds fast! avg. 39 minutes

Match: Games room Private indoor pool

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Price per night from

$195

Stylish Home 4br, Priv Pool-Bbq-Golf Country Club

ChampionsGate townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Games room Private indoor pool

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Price per night from

$156

8 bedrooms, 5 bathrooms. Theater Room + Pool/Spa + WiFi, Baby crib and baby gear

ChampionsGate house

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 16

Match: Games room Private indoor pool

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Price per night from

$518

New Villa 5 room all include wet park for free

Davenport villa

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 14

Match: Games room Private indoor pool

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Price per night from

$201

Gorgeous Disneys Dream - 5BR/5B Townhouse with pool in Champions Gate

ChampionsGate townhouse

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 14

Match: Games room Private indoor pool

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Price per night from

$104

EXCEPTIONAL 4 Bedroom/Pool Disney Vacation Home

Kissimmee house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Responds fast! avg. 3 hours 11 minutes

Match: Games room Private indoor pool

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Price per night from

$160

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Grand Luxury 4BD Pool Home* Disney & Universal

Davenport house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 1 hour 45 minutes

1 of 2 match: Private indoor pool, Games room

1 of 2 filters match

Price per night from

$132

Grand Executive 4BD Pool Home* Disney & Universal

Loughman house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 1 hour 45 minutes

1 of 2 match: Private indoor pool, Games room

1 of 2 filters match

Price per night from

$149

Waterfront RV LOT ONLY (bring your RV)

Jensen Beach caravan/mobile home

  • 2 bedrooms
  • 1 bathroom
  • sleeps 1

1 of 2 match: Private indoor pool, Games room

1 of 2 filters match

Price per night from

$64

ORLANDO townhouse condo near Disney

Clermont condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Games room, Private indoor pool

1 of 2 filters match

Price per night from

$138

6024 11 bedroom luxury villa close to Disney

ChampionsGate villa

  • 11 bedrooms
  • 10 bathrooms
  • sleeps 28

Responds fast! avg. 1 hour 22 minutes

1 of 2 match: Games room, Private indoor pool

1 of 2 filters match

Price per night from

$403

Luxury Town-House in Encantada Resort minutes to Disney

Kissimmee townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Games room, Private indoor pool

1 of 2 filters match

Price per night from

$144

Westgate Lakes Resort and SPA

Orlando condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

1 of 2 match: Games room, Private indoor pool

1 of 2 filters match

Price per night from

$494

4 bedroom 2 bath near all theme parks and near champion gate are

ChampionsGate house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

1 of 2 match: Games room, Private indoor pool

1 of 2 filters match

Price per night from

$225

Storey Lake Villa close to Club House Near Disney

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

Responds fast! avg. 1 hour 20 minutes

1 of 2 match: Games room, Private indoor pool

1 of 2 filters match

Price per night from

$279

Windsor Hill Villa 2 miles To Disney A/C Game Room.

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

Responds fast! avg. 1 hour 20 minutes

1 of 2 match: Games room, Private indoor pool

1 of 2 filters match

Price per night from

$306

Windsor Hills resort Villa w/Pool 2Miles to Disney

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

Responds fast! avg. 1 hour 20 minutes

1 of 2 match: Games room, Private indoor pool

1 of 2 filters match

Price per night from

$327

Solterra Resort Fantastic Game Room Villa near Dis

Davenport villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

Responds fast! avg. 1 hour 20 minutes

1 of 2 match: Games room, Private indoor pool

1 of 2 filters match

Price per night from

$265

HOMERIVER Peaceful Villa Beautiful view and paver

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 20 minutes

1 of 2 match: Games room, Private indoor pool

1 of 2 filters match

Price per night from

$173

EPM at Orlando Vacation Home

Four Corners house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 3 hours 6 minutes

1 of 2 match: Games room, Private indoor pool

1 of 2 filters match

Price per night from

$218

Creekside Kissimmee

Kissimmee house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Games room, Private indoor pool

1 of 2 filters match

Price per night from

$121

Pool house near Bradenton Beach

Bradenton house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

1 of 2 match: Games room, Private indoor pool

1 of 2 filters match

Price per night from

$776

Babcock National Bundled Golf Home @Babcock Ranch, FL

Punta Gorda house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Games room, Private indoor pool

1 of 2 filters match

Price per night from

$317

Viewing 38 of 2,124
rentals in Key West

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